2-Amino-4-phenyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

ID: ALA4104076

PubChem CID: 137657214

Max Phase: Preclinical

Molecular Formula: C13H9N5

Molecular Weight: 235.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c2nc(N)nc(-c3ccccc3)c12

Standard InChI:  InChI=1S/C13H9N5/c14-6-9-7-16-12-10(9)11(17-13(15)18-12)8-4-2-1-3-5-8/h1-5,7H,(H3,15,16,17,18)

Standard InChI Key:  AIGCPZYQUFVGJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   12.2523   -4.4326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2512   -5.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9592   -5.6611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9574   -4.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6661   -4.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6708   -5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4509   -5.4961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9282   -4.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4431   -4.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5431   -5.6602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6900   -3.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9380   -2.6165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9522   -3.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6603   -2.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6582   -1.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9487   -1.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2399   -1.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2455   -2.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
 11 12  3  0
  9 11  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  4 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104076

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 235.25

Molecular Weight (Monoisotopic): 235.0858

AlogP: 2.08

#Rotatable Bonds: 1

Polar Surface Area: 91.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.36

CX Basic pKa: 4.89

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -0.79

References

1. Anthony NG, Baiget J, Berretta G, Boyd M, Breen D, Edwards J, Gamble C, Gray AI, Harvey AL, Hatziieremia S, Ho KH, Huggan JK, Lang S, Llona-Minguez S, Luo JL, McIntosh K, Paul A, Plevin RJ, Robertson MN, Scott R, Suckling CJ, Sutcliffe OB, Young LC, Mackay SP..  (2017)  Inhibitory Kappa B Kinase α (IKKα) Inhibitors That Recapitulate Their Selectivity in Cells against Isoform-Related Biomarkers.,  60  (16): [PMID:28737909] [10.1021/acs.jmedchem.7b00484]

Source

Source(1):

• Scientific Literature